Top 15 Companies Offering Remote Jobs with Vacation Perks in 2025

The Rise of Remote Work with Extra Perks

Getting a remote job is all the rage in 2025. But you know what’s even better? Landing a work-from-home role at a company that not only allows you to work flexibly but also finances your vacations. Yes, you read that right. Some employers are so generous and passionate about their employees’ wellbeing that they actually pay for you to travel and have vacation.

Below, you’ll find the 15 companies hiring right now for remote jobs who also offer travel and vacation perks, and what you need to know so you can get hired.

What’s Special About These Remote-Friendly Companies

If you’re looking for overall work-life balance, job satisfaction, and flexibility, these employers are unique because they:

• Are currently hiring for remote and (or have posted remote and hybrid roles very recently at the time of writing)
• Pay, reimburse, or provide a stipend/bonus for employee vacations
• Operate across high-growth industries such as travel, SaaS, and marketing

15 Companies Hiring Remote Jobs In 2025

1. BambooHR – Eligible employees are offered a “paid paid” vacation.
2. Calendly – Employees receive a quarterly stipend to spend on vacation or other areas.
3. Disruptive Advertising – Employees are eligible for a vacation bonus.
4. Expedia – Employees are provided with a wellness and travel reimbursement.
5. Hopper – Employees get $200 of Carrot Cash per year to use towards a trip in the app.
6. Kasa Living – Employees are eligible for up to $2,000 in annual lodging credits to stay at any Kasa location.
7. Kindred Concepts – Workers receive a quarterly $1,000 travel stipend.
8. LeadSimple – Employees are given a yearly vacation allowance to help fund their trips.
9. MNTN – Employees receive a $2,000 annual vacation stipend.
10. Olark – Workers get a $1,000 bonus if they take at least five consecutive days off from work.
11. Philo – Employees receive a $2,000 vacation bonus.
12. Qualtrics – Eligible employees are provided an annual bonus to be used for an experience of their choosing.
13. Tripadvisor – Employees receive a “Global Lifestyle Benefit,” which is an annual allowance that can be used on travel and other areas.
14. United Airlines – Employees get unlimited standby travel and discounted rates on airfare.
15. VERB Interactive – Workers receive a $750 annual travel credit when they travel and stay with one of VERB’s partners.

Quick tip: It’s better to apply directly on the company’s career page, than to find their roles on third-party job boards and apply through them. You have a higher chance of your application being visible when you apply via the employer’s website.

3 Common Mistakes Remote Job-Seekers Make

While you’re seeking work-from-home roles, you should always bear in mind that the competition is fierce, with a ratio of three applicants for every remote job listing on LinkedIn, compared to 0.5 for every onsite job vacancy. This means you need to deliberately avoid the mistakes most other job seekers make when applying for remote roles, so you have an increased chance of success.

Here are some common mistakes to avoid when applying for work from home opportunities:

1. Focusing Too Much On The Benefits

Sure, you want a job at an employer that provides a generous compensation package and offers remote work and unlimited PTO. But if you lead with perks and your LinkedIn posts or resume screams “I’m looking for flexibility,” you’ll become more of a liability than an asset.

Try this instead:

• Lead with your value, not your shopping list
• Use metrics to quantify your credibility and what you can bring to the table
• Cite specific tools and software you’ve used, especially industry-specific and AI ones

2. Listing “Open To Remote Work” On LinkedIn

“Open to remote work” doesn’t signal anything of value whatsoever. Why would an employer or recruiter want to know more if your headline simply tells them what they already know about the majority of the workforce?

Use this valuable real estate to do this instead:

• Insert industry and role-specific keywords
• Showcase your remote work experience and remote-ready skills

3. Not Showcasing Remote Skills

Certain industries and roles tend to do exceptionally well and are extremely popular as far as remote work opportunities are concerned. FlexJobs data shows that the most in-demand remote jobs of 2025, still hiring right now, include software engineering, product management, project management, and customer success, to name a few.

So it certainly helps if you have the skills for these roles, as it would be easier for you to find a fully remote job with extra benefits. But on top of these, remote skills are all about being self-motivated and productive when working independently, and mastering digital fluency and cross-cultural collaboration.

For example:

Power skills (previously known as soft skills)

• Communication skills
• Cross-functional leadership skills
• Critical and analytical thinking

Technical skills

• Gen AI (ChatGPT Pro, Copilot, Gemini, Jasper, etc.)
• Asana
• Slack

Quick note: If you have certifications or completed courses and training from reputable platforms like Coursera, LinkedIn Learning, AWS, HubSpot, Codeacademy, or IBM SkillsBuild, this can really help anchor your skills and demonstrate your commitment to professional development, ongoing growth, and learning to a prospective employer.

Quick Optimization Tips When Applying For Remote Jobs

Here are some extra ways to spice up your job application for a remote role at any of the above companies, so you can beat the competition:

• Share your process, reasoning, and behind-the-scenes content on LinkedIn
• Post case studies as proof of your expertise
• Use concise, action-oriented bullet points throughout your resume
• Leverage tools like Teal HQ and Rezi to optimize your resume and applications

Remote Work FAQs

Which employers are still hiring remote jobs in 2025?

Companies like Abbvie, Canonical, Hubspot, and the employers in the list above (Calendly, Expedia, Tripadvisor, and so on) frequently have remote job openings.

How do I find remote jobs?

You can use remote and flexible work-focused job boards like We Work Remotely, Working Nomads, FlexJobs, and Y Combinator’s remote job board. Traditional job boards like Indeed and LinkedIn Jobs include remote filters too. Most importantly, find the roles directly on the career pages of the companies you’re applying to, and apply there. Also don’t forget that your network is your most powerful asset, so actively grow it and reach out to them for word-of-mouth job referrals or recommendations.

Are remote jobs going away?

Remote work may be evolving, but it’s certainly not disappearing any time yet. Despite big-name employers forcing their employees to return to the office, there are plenty of others who are remote-first or encourage a remote-friendly workplace.